
Apartment holiday rentals in Windsor
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Top-rated apartment rentals in Windsor
Guests agree: these apartments are highly rated for location, cleanliness and more.

OLDE WALKERVILLE, Windsor, Ontario
Do you need a nice quite, non-shared clean place to stay ? This cute one bedroom, living room /sleeper sofa, kitchen, full bath (washer/dryer 6 nights + ) Located on the second floor, above our family home, is ready for you to enjoy your stay. In Olde Walkerville, walking distance to restaurants, pubs, boutiques and, the river with walking and bike paths along with summer activities. Short drive to the Casino, Chrysler Theatre / St. Clair Arts, U.S.A Boarder, down town Train Station.

The Ambassador’s Stay • Bright 1BR Family Retreat
Luxurious 1BR Retreat Prime Location, Perfect for Your Getaway! Escape to this stunning one-bedroom haven in LaSalle, where comfort and convenience meet! Whether you're here for a romantic getaway, a solo retreat, or a business trip, this modern sanctuary has everything you need for a perfect stay. Whether you're here for business or leisure, this luxurious one-bedroom retreat is the perfect home base for your LaSalle getaway. Book now and experience all the comfort and convenience you deserve!

Private Patio, Farmers Mrkt, 24/7Gym
Welcome to the beautiful & luxurious Boutique apartment building - The Bitcoin Building - located in the heart of the city. Enjoy a rejuvenating sleep on our BeautyRest hotel style mattresses, TV w/ Amazon fire stick w/ 1000s of channels/Movies. Elegant furniture, a cool LED fireplace & fully stocked kitchen will leave you wanting to stay longer. Includes access to 24/7 Fitness Gym. Perfectly situated on Downtown Windsor's nicest street you are a short walk away from everything the core offers.

Walkerville Loft (Main floor unit)
Welcome to our charming loft nestled in the heart of a Walkerville in Windsor. This thoughtfully designed space combines modern comfort with historical charm. Perfect for couples or solo travelers, our cozy loft features fire place, high ceilings, and large windows. Enjoy the convenience of being centrally located, with iconic landmarks, local shops, and vibrant cafes just steps away. Immerse yourself in the city's rich history during the day and unwind in this stylish retreat at night.

Charming 2 Bedroom in Art & Culture Neighborhood
Our charming classic 2 bedroom apartment is the perfect place to explore the hip underdog city of Detroit! The apartment is bright, vintage with all the modern amenities. Check out the rich culture, architecture and grittiness that is solely Detroit. BonVoyage :) If this apartment isn't available check out Bright Vintage Upper Flat w/ Outdoor Balcony https://www.airbnb.com/rooms/24405602?s=51 or Beautiful Apartment In Unique Hamtramck https://www.airbnb.com/rooms/6335682?s=5

Amazing 1 BR Apt In City Center
Prime location with a view of Comerica Park and Ford Field. You will be in the heart of Detroit walking distance to all major attractions, sporting events, theatre's, and the Detroit Riverfront. Many great restaurants in the area! The building was once an old historic hotel that has been transformed into cozy apartments. Original architecture can still be seen throughout the building. Comerica Park - 4 minute walk Ford Field - 4 minute walk Detroit Opera House - 2 minute walk

Downtown Detroit Getaway
With CITY VIEWS enjoy easy access to all VENUES and GAMES this Historically Vintage building is more than 90 years old. My apartment is located on the 6 floor with a gated elevator which sometimes does not work so if you can not walk to the sixth floor, this might not be for you. with only a block walk to little Caesars Areana and free parking. This is a diamond in the rough. Once in my Apt it’s cozy with all the comforts of home. I encourage week stays . Enjoy the Views!!

Little Paris of the Midwest - Walk to LCA, Ford
Nestled in historic Brush Park, known as Little Paris in the 19th century, this beautiful walk-up will immerse you in the city’s past while keeping you just steps from its future. Centrally located between Downtown, Midtown and Eastern Market, you'll be in the heart of the city with amazing bars, restaurants, cafes and venues just outside your door. The design-focused space is curated with goods made by local artisans and combines centuries old character with modern amenities.

"The Modern Loft" in Walkerville / 2Bed - 1 Bath
Enjoy a luxury modern experience in the heart of Old Walkerville. This modern 2 bedroom loft is newly renovated with luxury finishes while keeping century old details. Restaurants, pubs, cafes, retail all within a minute walk from this superb location. Stay here and get a taste of what Old Walkerville has to offer. DISTANCES TO: Casino - 2 minutes Downtown - 2 minutes Hospital - 5 minutes Detroit - 10 minutes Ford Field - 12 minutes Little Ceasers Arena - 12 minutes

Stay downtown and walk everywhere!
Step out of your door and into the energy of downtown..This professionally maintained space offers the perfect home base for fans and theatre goers alike. Catch Tigers, Red Wings or Pistons this month , or secure your stay for the upcoming run of Hamilton. After the final Whistle or the standing ovation, explore the culinary scene, featuring everything from world class restaurants to cozy hidden gem bars! Finally, retreat to a space designed for comfort.

Downtown Large 1 BDRM, Walk Everywhere!
Located within a secure and recently renovated building walking distance to all the stadiums, theaters, dozens of restaurants and the Detroit Riverfront. It is a spacious one bedroom with a queen size bed and a pullout couch. Parking available on the street, or nearby lots. SPECIAL DISCOUNTS FOR CAST MEMBERS OF TOURING SHOWS- Inquire directly for more info We are 2 blocks from the Opera House and Fox Theater, and 2 miles from the Fisher Theater.

Bright Midtown Apt Parking Attached
Bask in sunlight in this inviting one-bedroom apartment at the heart of Midtown, complete with included parking! Nestled on the second floor corner of a historic building, the space boasts an updated kitchen and bathroom. Enjoy the convenience of being blocks away from the Q-Line, shops, restaurants, museums, and less than 5 minutes from downtown. Begin your exploration of Detroit from this cozy space in the vibrant Midtown neighborhood.
Popular amenities for Windsor apartment rentals
Weekly apartment rentals

Chic Getaway | 1BR Suite w/ Parking & AC

Come and relax at the BlueByU!

Cozy & Stylish II

NYC style industrial loft ~ walkable neighborhood

Luxury Lakeside Loft

The Urban Nest - Windsor

Charming Olde Walkerville Retreat

Brand new modern farmhouse!
Private apartment rentals

The Downtown Gem

Camp Sigmon Detroit

Pied-á-terre King Suite in Windmill Pointe - GPP

Industrial Chic Private Entrance Free Safe Parking

Near UWin | 2 Queen Beds | Sleeps 4 | Quiet 2BR

The Balcony Retreat • Cozy+ Beautiful Balcony View

And Dotte here

Modern stylish apartment
Family-friendly apartment rentals

luxury 2-Bedroom Apartment In Downtown Windsor

Modern Luxury on Dante – Fully Updated condo

Navy Yard Flats (Flat A) - Historic Amherstburg

Luxury Unit Windsor (4-plex)

Cozy, Clean & Bright 2Bd - Great for long stays

Granite Counters, Modern 1BR Walk to Casino

1 Bedroom with Ensuite +2nd bath - A

The Serene Walkerville Stay
When is the best time to visit Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $112 SGD | $107 SGD | $113 SGD | $120 SGD | $133 SGD | $124 SGD | $122 SGD | $127 SGD | $120 SGD | $121 SGD | $116 SGD | $113 SGD |
| Avg. temp | -3°C | -2°C | 3°C | 9°C | 16°C | 21°C | 23°C | 22°C | 18°C | 12°C | 5°C | 0°C |
Quick stats about flat rentals in Windsor

Total holiday rentals
Explore 550 holiday rentals in Windsor

Nightly prices starting at
Windsor holiday rentals start at $25 SGD per night before taxes and fees

Verified guest reviews
Over 34,770 verified reviews to help you choose

Family-friendly holiday rentals
190 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 160 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
320 properties have a dedicated workspace

Wifi availability
520 of Windsor holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Windsor rentals

4.7 Average rating
Windsor stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
Windsor’s top spots include Little Caesars Arena, Comerica Park and Ford Field
Destinations to explore
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- Little Caesars Arena
- Ford Field
- Point Pelee National Park
- Michigan Stadium
- Comerica Park
- Detroit Zoo
- University of Michigan Historical Marker
- University of Michigan Museum of Art
- Mt. Brighton Ski Resort
- Motown Museum
- Alpine Valley Ski Resort
- Maumee Bay State Park
- University of Windsor
- Oakland Hills Country Club
- Forest Lake Country Club
- Fox Theatre
- Kensington Metropark
- Hollywood Casino at Greektown
- Great Lakes Crossing Outlets
- Huntington Place
- The Heidelberg Project
- Lake St. Clair Metropark
- Pine Knob Music Theatre
- Masonic Temple




